Reversible intramolecular hydrogen transfer between protein cysteine thiyl radicals andαC - H bonds in insulin: Control of selectivity by secondary structure

Journal of Physical Chemistry B

Volumn 112, Issue 49, 2008, Pages 15921-15932

  Mozziconacci, Olivier ^a   Williams, Todd D ^a   Kerwin, Bruce A ^b   Schöneich, Christian ^a  

^a UNIVERSITY OF KANSAS   (United States)

^b AMGEN INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINATION; AMINES; AMINO ACIDS; DEUTERIUM; HORMONES; HYDROGEN; INSULIN; ORGANIC ACIDS;

AMINO RESIDUES; AROMATIC RESIDUES; ELECTRON REDUCTIONS; H BONDS; HOMOLYSIS; HYDROGEN ATOMS; HYDROGEN TRANSFERS; INTRAMOLECULAR HYDROGEN TRANSFERS; OXIDATION OF AMINO ACIDS; OXIDATIVE MODIFICATIONS; PHARMACEUTICAL BIOTECHNOLOGIES; PROTEIN PRODUCTIONS; PROTEIN STABILITIES; SECONDARY STRUCTURES; THIYL RADICALS;

HYDROGEN BONDS;

EID: 58149151045     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp8066519     Document Type: Article

References (43)

1. Behl, C. Prog. Neurobiol. 1999, 57, 301-23.
2. Coyle, J.; Puttfarcken, P. Science 1993, 262, 689-95.
3. Ebadi, M.: Srinivasan, S.: Baxi. M. Prog. Neurobiol. 1996, 48, 1-19.
4. Markesbery, W.; Carney, J. Brain Pathol. 1999, 9, 133-46.
5. Simonian, N.; Coyle, J. Annu. Rev. Pharmacol. Toxicol. 1996, 36, 83-106.
6. Harris, T. K.; Turner, G. J. IUBMB Life 2002, 53, 85-98.
7. Wang, P. F; McLeish, M. J.; Kneen, M. M.: Lee, G.; Kenyon, G. L. Biochemistry 2001, 40, 11698-705.
8. Wardman, P. J. Radioanal. Nucl. Chem. 1998, 232, 23-27.
9. Mozziconacci, O.; Sharov, V.; Williams, T. D.; Kerwin, B. A.; Schöneich, C. J. Phys. Chem. B 2008, 112, 9750-9757.
10. Creed, D. Photochem. Photobiol. 1984, 39, 577-583.
11. Fung, Y. M.; Kjeldsen, R; Silivra, O. A.; Chan. T. W.; Zubarev, R. A. Angew. Chem., Int. Ed. 2005, 44, 6399-403.
12. Rauk. A.; Armstrong, D. A. J. Am. Chem. Soc. 2000, 122, 4185-4192.
13. Rauk. A.; Armstrong, D. A.; Fairlie, D. P. J. Am. Chem. Soc. 2000, 122, 9761-9767.
14. Fritscher, J.; Artin, E.; Wnuk, S.; Bar, G.; Robblee, J. H.; Kacprzak, S.; Kaupp, M.; Griffin. R. G.; Bennati, M.; Stubbe. J. J. Am. Chem. Soc. 2005, 127, 7729-38.
15. Parast, C. V.; Wong, K. K.; Lewisch, S. A.; Kozarich, J. W.; Peisach, J.; Magliozzo, R. S. Biochemistry 1995, 34, 2393-9.
16. Becker, A.; Fritz-Wolf, K.; Kabsch, W.; Knappe, J.; Schultz, S.: Volker Wagner, A. F. Nat. Struct. Biol. 1999, 6, 969-75.
17. Himo, F. J. Phys. Chem. B 2002, 106, 7688-7692.
18. Jourd' heuil. D.: Jourd' heuil. F. L.; Feelisch. M. J. Biol. Chem. 2003, 278, 15720-6.
19. Neves-Petersen, M. T.: Gryczynski, Z.; Lakowicz, J.; Fojan, P.; Pedersen. S.: Petersen, E.; Petersen, B. S. Protein Sci. 2002, 11, 588-600.
20. Rauk, A.; Yu. D.; Taylor. J.; Shustov, G. V.; Block, D. A.; Armstrong, D. A. Biochemistry 1999, 38, 9089-96.
21. Nauser, T.; Pelling, J.; Schöneich, C. Chem. Res. Toxicol 2004, 17, 1323-8.
22. Nauser, T.; Schöneich, C. J. Am. Chem. Soc. 2003, 125, 2042-3.
23. Nauser, T.; Casi, G.; Koppenol, W.; Schöneich, C. J. Phys. Chem. B 2008, in press.
24. Schöneich, C. Chem. Res. Toxicol. 2008, 21, 1175-1179.
25. Drapeau, G. R.; Boily, Y.; Houmard, J. J. Biol. Chem. 1972, 247, 6720-6.
26. Hayashi, R.; Moore, S.; Stein, W. H. J. Biol. Chem. 1973, 248, 2296-302.
27. Wright, S. K.; Viola, R. E. Anal. Biochem. 1998, 265, 8-14.
28. Laustriat, G.: Hasselmann. C. Photochem. Photobiol. 1975, 22, 295-8.
29. Suter. H. U.; Nonella. M. J. Phys. Chem. A 1998, 102, 10128- 10133.
30. Hoffman, M. Z.; Hayon, E. J. Am. Chem. Soc. 1972, 94, 7950-7957.
31. Balkas, T. I. Int. J. Radiat. Phys. Chem 1972, 4, 199-208.
32. Buxton, G.; Greenstock, C; Helman. W.; Ross. A. J. Phys. Chem. Ref. Data 1988, 17, 513-886.
33. Mezyk, S. J. Phys. Chem. 1995, 99, 13970-13975.
34. Hua, Q. X.; Gozani. S. N.; Chance. R. E.; Hoffmann. J. A.; Frank,B. H.; Weiss, M. A. Nat. Struct. Biol. 1995, 2, 129-38.
35. Zoete. V.; Meuwlv. M.; Karplus. M. J. Mol. Biol. 2004, 342, 913-29.
36. Rauk, A.; Yu, D.; Armstrong, D. A. J. Am. Chem. Soc. 1997, 119, 208-217.
37. Huus. K.; Havelund, S.; Olsen, H. B.; van de Weert, M.; Frokjaer. S. Pharm. Res. 2006, 23, 2611-20.
38. Rauk, A.; Yu. D.; Armstrong. D. A. J. Am. Chem. Soc. 1998, 120, 8848-8855.
39. Mezvk, S. P.; Madden, K. P. J. Phys. Chem. A 1999, 103, 235-242.
40. Nauser, T.; Casi, G.; Koppenol. W.; Schöneich, C. Chem. Commun. 2005, 3400-3402.
41. Amorati. R.; Catarzi. F.; Menichetti. S.; Pedulli, G. F.; Viglianisi, C. J. Am. Chem. Soc. 2008, 130, 237-44.
42. Mieden, O. J.; Schuchmann, M. N.: von Sonntag, C. J. Phys. Chem. 1993, 97, 3783-3790.
43. Zhang, X.; Zhang, N.; Schuchmann. H.-P.; von Sonntag, C. J. Phys. Chem. 1994, 98, 6541-6547.